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357758

Methyl thiosalicylate

97%

Synonym(s):

Methyl 2-mercaptobenzoate

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About This Item

Linear Formula:
HSC6H4CO2CH3
CAS Number:
4892-02-8
Molecular Weight:
168.21
NACRES:
NA.22
PubChem Substance ID:
24861939
UNSPSC Code:
12352100
MDL number:
MFCD00060678
Assay:
97%
Form:
liquid
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assay

97%

form

liquid

refractive index

n20/D 1.591 (lit.)

bp

98-100 °C/2 mmHg (lit.)

density

1.223 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

COC(=O)c1ccccc1S

InChI

1S/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H3

InChI key

BAQGCWNPCFABAY-UHFFFAOYSA-N

General description

Methyl thiosalicylate may be benefecial in preventing mercury-induced toxicity.

Application

Methyl thiosalicylate may be used:
  • in the synthesis of thioxanthone, an efficient enantioselective organocatalyst for the intramolecular [2+2] photocycloaddition reaction
  • as anionic bidentate ligand, in the preparation of ′2+1′ type complexes of [(99m)Tc]-tricarbonyltechnetium(I) and [(188)Re]-tricarbonylrhenium(I)
  • in the synthesis of a series of benzisothiazolone derivatives
  • in the synthesis of a new fused benzoheterocyclic compound, [1]benzothieno[3,2-b]furan

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB3294
MKCW7189
MKCV3934
MKCR0796
MKCS5084

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Synthesis of [1] Benzothieno [3, 2-b] furan-A New Fused Benzoheterocyclic System.
Svoboda J, et al.
Collection of Czechoslovak Chemical Communications, 58(12), 2983-2986 (1993)
Rafael Alonso et al.
Angewandte Chemie (International ed. in English), 53(17), 4368-4371 (2014-03-22)
Thioxanthone 1, which was synthesized in a concise fashion from methyl thiosalicylate, exhibits a significant absorption in the visible light region. It allows for an efficient enantioselective catalysis of intramolecular [2+2] photocycloaddition reactions presumably by triplet energy transfer.
Arkaitz Correa et al.
Organic letters, 8(21), 4811-4813 (2006-10-06)
[reaction: see text] The synthesis of a series of benzisothiazolone derivatives starting from the readily available methyl thiosalicylate is presented. The key cyclization step features the formation of a N-acylnitrenium ion, generated by the hypervalent iodine reagent PIFA, and its
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Global Trade Item Number

SKUGTIN
357758-25G04061837255113
357758-5G04061831812633